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Brattleboro, VT vacation rentals
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Best Vacation rentals and Airbnb offers in Brattleboro, VT

Compare Family Vacation Rentals in Brattleboro, VT

Enjoy the fresh air and nearby hiking trails when you stay at these family-friendly vacation rentals in Brattleboro, VT.

Forest Green Retreat - Brattleboro, VT
10 1 review
Brattleboro, VT
09/03 – 09/06
$1035/nightTotal: $3105 (3 )

Forest Green Retreat

1 4
house , Brattleboro
This family-friendly house in Brattleboro offers complimentary WiFi, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a terrace, balcony, and garden with outdoor furniture.
This 10,760 sq ft dwelling accommodates up to 9 guests, featuring a shared lounge, on-site coffee shop, barbecue facilities, and laundry service, with free private parking and a 12:00 PM check-out.
Fully Furnished 2br Apartment - Brattleboro, VT
10 3 reviews
Brattleboro, VT
07/01 – 08/22
$93/nightTotal: $4836 (52 )

Fully Furnished 2br Apartment

1 1
apartment , Brattleboro
This fully furnished apartment is located in downtown Brattleboro, just steps away from shops, restaurants, and cultural attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
This comfortable 2-bedroom rental can accommodate up to 3 guests. The apartment includes a fully equipped kitchen, high-speed Wi-Fi, shared laundry, off-street parking, and snow removal services, making it a convenient and comfortable choice for your stay.
Modern Apartment In The Heart Of Town! - Brattleboro, VT
9.9 162 reviews
Brattleboro, VT
09/03 – 09/06
$375/nightTotal: $1125 (3 )

Modern Apartment In The Heart Of Town!

1 4
apartment , Brattleboro
This apartment is located on Main Street in downtown Brattleboro, just steps away from restaurants, shops, and attractions. It has received excellent ratings for location, cleanliness, and user experience.
This comfortable dwelling features one bedroom and one bathroom, accommodating up to four guests. The apartment is equipped with air conditioning, internet, a fully equipped kitchen, and a prime location for exploring Brattleboro's vibrant downtown scene.
Forest Green Retreat - Brattleboro, VT
10 3 reviews
Brattleboro, VT
09/03 – 09/06
$1126/nightTotal: $3378 (3 )

Forest Green Retreat

1 4
apartment , Brattleboro
This 2-bedroom, 1-bathroom apartment in Brattleboro provides a family-friendly retreat with internet, air conditioning, and a full kitchen, nestled in secluded woodlands with convenient access to outdoor activities and ski areas.
Accommodating up to 5 guests, this nature-focused rental offers a garden and parking, serving as an ideal base for relaxation and exploration in Vermont's scenic landscape.

Best Brattleboro, VT vacation rentals with a balcony

Forest Green Retreat - Brattleboro, VT
10 1 review
Brattleboro, VT
09/03 – 09/06
$1035/nightTotal: $3105 (3 )

Forest Green Retreat

1 4
house , Brattleboro
This family-friendly house in Brattleboro offers complimentary WiFi, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a terrace, balcony, and garden with outdoor furniture.
This 10,760 sq ft dwelling accommodates up to 9 guests, featuring a shared lounge, on-site coffee shop, barbecue facilities, and laundry service, with free private parking and a 12:00 PM check-out.
Mountain Viewssummer Sunsetsprivate Hiking Tailgameroomminimalist - Brattleboro, VT
10 42 reviews
Brattleboro, VT
07/01 – 08/22
$262/nightTotal: $13624 (52 )

Mountain Viewssummer Sunsetsprivate Hiking Tailgameroomminimalist

3 1
cabin , Halifax
This Vermont mountain lodge is located near Jacksonville, approximately 6 miles from Honora Winery and several state parks including H.O. Cook State Forest and Molly Stark State Park.
The three-bedroom, two-bathroom house comfortably sleeps seven guests and features a fully equipped kitchen, a fireplace, a private fenced yard, an on-site game room, and free Wi-Fi.

Frequently Asked Questions about vacation rentals in Brattleboro, VT

  • What are some interesting places to visit in or near Brattleboro, VT?

    Brattleboro is full of charm! You'll want to check out the historic Brattleboro Museum & Art Center, the vibrant downtown area with its many shops and restaurants, and the beautiful Brattleboro Commons. If you're feeling adventurous, take a short drive to the West River Trail for some scenic hiking.
  • What are the best Airbnb and vacation rentals in Brattleboro, VT?

    Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Private & Quiet Studio Apt - In Vermont are the most popular Airbnb and vacation rentals in Brattleboro, VT among travelers.

  • Which walking or cycling routes are the best in Brattleboro, VT?

    The West River Trail is a popular choice for both walking and cycling, offering stunning views of the river and surrounding countryside. Downtown Brattleboro is also very walkable, with plenty of shops and restaurants to explore. If you're looking for a longer ride, the Connecticut River Greenway is a great option.
  • What are the most popular Airbnbs in Brattleboro, VT?

    Among the Airbnbs in Brattleboro, VT, Cozy - Private & Great Location For Exploring Vt, Mahalo Temple Retreat and Quiet St In Town - Gardens - Terrace are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Brattleboro, VT?

    Brattleboro is a haven for outdoor enthusiasts! You can go hiking, biking, kayaking, swimming, and fishing in the area. The West River is a great spot for kayaking and canoeing, and there are several golf courses nearby. In the winter, you can enjoy cross-country skiing, snowshoeing, and ice skating.
  • What are the best rentals for families and kids in Brattleboro, VT?

    The best rentals for families and kids in Brattleboro, VT are Mahalo Temple Retreat, Contemporary Forest Eco-retreat - Mountain Views and Art All Around - Apartment.

  • What other towns or cities can be easily accessed from Brattleboro, VT?

    Brattleboro is conveniently located near several other charming towns and cities in Vermont and New Hampshire. You can easily drive to Bennington, VT, Keene, NH, or Northampton, MA for a day trip. Each town has its own unique character and attractions to explore.
  • What are the best rentals or Airbnbs with a jacuzzi in Brattleboro, VT?

    The best vacation rental or Airbnb with a jacuzzi in Brattleboro, VT is Beautiful - Huge One Bedroom - Downtown Brattleboro.

  • What amenities are commonly available in vacation rentals in Brattleboro, VT?

    Vacation rentals in Brattleboro often come equipped with amenities like kitchens, laundry facilities, and Wi-Fi. Many also offer outdoor spaces like decks or patios, perfect for enjoying the fresh Vermont air. Look for rentals with fireplaces or hot tubs for added comfort.
  • What time of year is best to rent a vacation rental Brattleboro, VT?

    The best time to visit Brattleboro depends on your preferences. Summer offers warm weather and plenty of outdoor activities, while autumn brings vibrant foliage and crisp air. Spring and winter offer a quieter atmosphere, perfect for enjoying the town's charm.
  • What are the local dishes in Brattleboro, VT region?

    Brattleboro is known for its farm-to-table cuisine. You'll find plenty of restaurants serving up fresh, locally sourced ingredients. Try the Vermont cheddar cheese, maple syrup, and locally brewed craft beer. Don't miss the Brattleboro Farmers Market, held every Saturday from May to October, for a taste of the region's bounty.

Destinations nearby

Best Brattleboro, VT vacation rentals with a sauna

Secluded Romantic Vermont Cabin With Sauna - Brattleboro, VT
10 10 reviews
Brattleboro, VT
07/01 – 08/22
$254/nightTotal: $13208 (52 )

Secluded Romantic Vermont Cabin With Sauna

1 1
cabin , Guilford
This luxurious Vermont cabin near Brattleboro, minutes from hiking trails and ski mountains in Guilford, offers easy access to Green Mountain outdoor activities.
The 1-bedroom, 1-bathroom cottage sleeps four, featuring a full kitchen with modern appliances, a private 10-foot porch, a cedar barrel sauna (adult-only, advance booking required), a fire pit, and cornhole, plus convenient amenities like WiFi and smart TVs.

Best Brattleboro, VT vacation rentals with a fireplace

Luxe Vt Summer Retreat: Sauna + Swimming Hole + Tiny House. Ideal For Long Stays - Brattleboro, VT
8.0 1 review
Brattleboro, VT
07/01 – 08/22
$208/nightTotal: $10816 (52 )

Luxe Vt Summer Retreat: Sauna + Swimming Hole + Tiny House. Ideal For Long Stays

3 1
apartment , Newfane
This Newfane condo offers a secluded forest and riverfront setting, a short drive from The Stone Church and Epsilon Spires, and near Scott Farm Orchard.
This 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and features a private river beach, an on-site wood-fired sauna, and a fully equipped kitchen.
Modern Vermont Farm Stay - Brattleboro, VT
9.8 103 reviews
Brattleboro, VT
07/01 – 08/22
$149/nightTotal: $7748 (52 )

Modern Vermont Farm Stay

1 1
gîte , Brattleboro
This charming Vermont farmhouse rental is located just minutes from downtown Brattleboro, offering easy access to shops, restaurants, and cultural attractions. The gîte has received excellent ratings for cleanliness, location, and overall experience from previous guests.
The one-bedroom suite comfortably accommodates two guests and features a spacious layout with a cozy fireplace and beautiful Vermont wood finishings. The fully equipped kitchen, private garden, and on-site parking provide everything needed for a relaxing and enjoyable stay.
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